A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check availability on Islamorada Luxury Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Islamorada luxury hotels

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.
A pool area with clear blue water, white lounge chairs, and palm trees.

1. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
฿17,503
฿21,889 total
includes taxes & fees
13 Oct - 14 Oct
The Islands of Islamorada
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A tropical resort with a swimming pool, palm trees, and a waterfall.

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
  • Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
฿6,337
฿9,581 total
includes taxes & fees
13 Oct - 14 Oct
Cheeca Lodge & Spa
An aerial view of a resort with a large pool, palm trees, and a beach.
A restaurant with wooden tables and chairs, a bar area, and a view of the sea.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.
A beachside patio with lounge chairs, a table, and a view of the ocean.

3. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
  • Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
฿8,818
฿11,769 total
includes taxes & fees
1 Nov - 2 Nov
Playa Largo Resort & Spa, Autograph Collection
A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.
A spacious living room with large windows, comfortable seating, and decorative plants.
A spacious bar area with high ceilings and large windows, offering views of the ocean.
A beach with thatched umbrellas, palm trees, and blue lounge chairs.

4. Reefhouse Resort & Marina

Reefhouse Resort & Marina
Key Largo
฿7,343
฿9,602 total
includes taxes & fees
12 Oct - 13 Oct
Reefhouse Resort & Marina
A pool area with lounge chairs and umbrellas, surrounded by palm trees.
A modern living room with a balcony overlooking the sea, furnished with a sofa, chairs, and a dining table.
An aerial view of a coastal resort with multiple white buildings, a clear turquoise sea, and lush greenery.
A pathway leading to a pool area with palm trees and a sunset view.

5. Hawks Cay Resort

Hawks Cay Resort
Marathon
฿6,763
฿10,186 total
includes taxes & fees
18 Oct - 19 Oct
Hawks Cay Resort
View all properties

Top Islamorada Hotel Reviews

Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"This was an absolute dream vacation for my husband and I. The amenities were fantastic and the property was immaculate. The staff were exceedingly concerned about our comfort and asking if we needed anything. The location couldn’t have been better. We will be back."
Steven Allen 3-night trip
Posted 6 hours ago
Pines & Palms Resort
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"This was a lovely hotel in a good location. Rooms were clean the staff was lovely! The only thing I would say was the water pressure wasn’t great and not very hot either. Breakfast was good."
Kristy 3-night trip
Posted 1 day ago
Fisher Inn Resort & Marina
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 4 days ago
Amara Cay Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

10/10 Excellent
"Amazing gym, really cool pool with waterfall, beautiful view of the sunrise on a small beach. Overall was super nice."
Heidi 2-night trip
Posted 6 days ago
Coconut Cove Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 2 weeks ago
Casa Morada

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
During your visit, you might want to enjoy the ocean views and sunsets which Islamorada is known for.
What's the best luxury place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Another upscale choice for your holiday is The Islands of Islamorada.
When can I expect good weather in Islamorada?
Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's there to see and do in Islamorada?
Experience all that Islamorada has to offer when you visit Bud n' Mary's Dive Center, Robbie's of Islamorada and Anne's Beach. If you have a bit of extra time while you're in the area, you might want to check out Fiesta Key and Everglades National Park.

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